Betacetylmethadol

Betacetylmethadol
Clinical data
ATC code	None;
Legal status
Legal status	AU: S9 (Prohibited substance) ; CA: Schedule I ; DE: Anlage I (Authorized scientific use only) ; US: Schedule I ;
Identifiers
	IUPAC name (3S,6R)-6-(dimethylamino)-4,4-diphenyl-3-heptanyl acetate;
CAS Number	17199-59-6;
PubChem CID	62710;
DrugBank	DB01522;
ChemSpider	56457;
UNII	905GLN509G;
ChEMBL	ChEMBL2105619;
CompTox Dashboard (EPA)	DTXSID30169199 ;
Chemical and physical data
Formula	C23H31NO2
Molar mass	353.506 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(O[C@H](C(c1ccccc1)(c2ccccc2)C[C@H](N(C)C)C)CC)C;
	InChI InChI=1S/C23H31NO2/c1-6-22(26-19(3)25)23(17-18(2)24(4)5,20-13-9-7-10-14-20)21-15-11-8-12-16-21/h7-16,18,22H,6,17H2,1-5H3/t18-,22+/m1/s1; Key:XBMIVRRWGCYBTQ-GCJKJVERSA-N;

Betacetylmethadol is a synthetic opioid.^[1] It is a diastereoisomer of alphacetylmethadol (as well as levacetylmethadol).^[1] In the United States, betacetylmethadol is a Schedule I drug Narcotic under the Controlled Substances Act, with an ACSCN of 9607 and a 2 gramme manufacturing quota as of 2014.^[2]

References[]

^ ^a ^b Newman JL, Vann RE, May EL, Beardsley PM (October 2002). "Heroin discriminative stimulus effects of methadone, LAAM and other isomers of acetylmethadol in rats". Psychopharmacology. 164 (1): 108–14. doi:10.1007/s00213-002-1198-8. PMID 12373424. S2CID 19815273.
^ 21 U.S.C. § 812(b)(1)

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[pmid12373424-1] Newman JL, Vann RE, May EL, Beardsley PM (October 2002). "Heroin discriminative stimulus effects of methadone, LAAM and other isomers of acetylmethadol in rats". Psychopharmacology. 164 (1): 108–14. doi:10.1007/s00213-002-1198-8. PMID 12373424. S2CID 19815273.

[2] 21 U.S.C. § 812(b)(1)

[1]

[2]

v t Opioid receptor modulators
MOR	Agonists (abridged; see here for a full list): 3-HO-PCP 7-Hydroxymitragynine α-Chlornaltrexamine Acetyldihydrocodeine Acetylfentanyl Acrylfentanyl Adrenorphin (metorphamide) AH-7921 Akuammicine Alfentanil Anileridine Apparicine β-Endorphin Benzhydrocodone Benzylmorphine Bezitramide Biphalin Buprenorphine Butorphan Butorphanol Butyrfentanyl BW373U86 Carfentanil Casokefamide Cebranopadol Chloroxymorphamine Codeine DADLE DAMGO (DAGO) Dermorphin Desmetramadol (desmethyltramadol) Desomorphine Dextromoramide Dextropropoxyphene (propoxyphene) Dezocine Dimenoxadol Dimethylaminopivalophenone Eluxadoline Diamorphine (heroin) Dihydrocodeine Dihydroetorphine Dihydromorphine Dinalbuphine sebacate Diphenoxylate Dipipanone Dynorphin A Embutramide Endomorphin-1 Endomorphin-2 Eseroline Ethylmorphine Etorphine Fentanyl Fluorophen Frakefamide Furanylfentanyl Hemorphin-4 Herkinorin Hodgkinsine Hydrocodone Hydromorphinol Hydromorphone IBNtxA Ketamine Ketobemidone Kratom Laudanosine Lefetamine Leu-enkephalin Levacetylmethadol Levomethorphan Levorphanol Loperamide LS-115509 Matrine Meptazinol Met-enkephalin (metenkefalin) Methadone Metkefamide Metopon Mitragynine Mitragynine pseudoindoxyl Morphiceptin Morphine Nalbuphine Nalmexone Naltalimide NFEPP Nicocodeine Nicodicodine Nicomorphine Norketamine Nufenoxole Octreotide Oliceridine OM-3-MNZ Oripavine Oxycodone Oxymorphazone Oxymorphone Papaver somniferum (opium) Pentazocine Pericine Pethidine (meperidine) Phenazocine Phencyclidine Piminodine Piritramide Prodine Propiram PZM21 Racemethorphan Racemorphan Remifentanil SC-17599 Sinomenine Sufentanil Tapentadol Tetrahydropapaveroline Thebaine Thienorphine Tianeptine Tilidine Tramadol Trimebutine TRIMU 5 TRV734 U-47700 Valorphin Viminol Xorphanol PAMs: Antagonists: (3S,4S)-Picenadol 2-(S)-N,N-(R)-Viminol 4-Caffeoyl-1,5-quinide 4',7-Dihydroxyflavone 6β-Naltrexol 6β-Naltrexol-d4 18-MC β-Chlornaltrexamine β-Funaltrexamine Akuammine Alvimopan AM-251 Apigenin AT-076 Axelopran Bevenopran Catechin Catechin gallate Clocinnamox CTAP Cyprodime Diacetylnalorphine Diprenorphine ECG EGC Epicatechin Eptazocine Gemazocine Hyperoside Ibogaine JDTic Levallorphan Lobeline LY-255582 Methylnaltrexone Naldemedine Nalmefene Nalodeine (N-allylnorcodeine) Nalorphine Nalorphine dinicotinate Naloxazone Naloxegol Naloxol Naloxonazine Naloxone Naltrexone Naltrindole Naringenin Noribogaine Oxilorphan Pawhuskin A Rimonabant Quadazocine Samidorphan Taxifolin Unknown/unsorted: Cannabidiol Coronaridine Cyproterone acetate Tabernanthine Tetrahydrocannabinol
DOR	Agonists: 6'-GNTI 7-SIOM Alazocine (SKF-10047) Amoxapine β-Endorphin Biphalin BU-48 Butorphan Butorphanol BW373U86 Casokefamide Cebranopadol Codeine Cyclazocine DADLE Deltorphin A Deltorphin I Desmethylclozapine Desmetramadol (desmethyltramadol) Dezocine Diamorphine (heroin) Dihydroetorphine Dihydromorphine DPDPE DPI-221 DPI-3290 Ethylketazocine Etorphine Fentanyl Fluorophen Hemorphin-4 Hydrocodone Hydromorphone Ibogaine Isomethadone Kratom Laudanosine Leu-enkephalin Levomethorphan Levorphanol Lofentanil Met-enkephalin (metenkefalin) Metazocine Metkefamide Mitragynine Mitragynine pseudoindoxyl Morphine N-Phenethyl-14-ethoxymetopon Norbuprenorphine Oripavine Oxycodone Oxymorphone Pethidine (meperidine) Proglumide Racemethorphan Racemorphan RWJ-394674 Samidorphan SNC-80 TAN-67 (SB-205,607) Thebaine Thiobromadol (C-8813) Tonazocine Tramadol Xorphanol Zenazocine Antagonists: 4',7-Dihydroxyflavone 6β-Naltrexol 6β-Naltrexol-d4 β-Chlornaltrexamine Apigenin AT-076 Axelopran Bevenopran Catechin Catechin gallate Clocinnamox Diacetylnalorphine Diprenorphine ECG EGC Eluxadoline Epicatechin LY-255582 Methylnaltrexone Nalmefene Nalorphine Naltrexone Naltriben Naltrindole Naloxone Naringenin Noribogaine Pawhuskin A Quadazocine SoRI-9409 Taxifolin Thienorphine Unknown/unsorted: 18-MC Cannabidiol Coronaridine Cyproterone acetate Tabernanthine Tetrahydrocannabinol
KOR	Agonists: 6'-GNTI 8-CAC 18-MC 14-Methoxymetopon β-Chlornaltrexamine β-Funaltrexamine Adrenorphin (metorphamide) Akuammicine Alazocine (SKF-10047) Asimadoline Big dynorphin Bremazocine BRL-52537 Butorphan Butorphanol BW373U86 Cebranopadol Ciprefadol CR665 Cyclazocine Cyclorphan Cyprenorphine Desmetramadol (desmethyltramadol) Diamorphine (heroin) Diacetylnalorphine Difelikefalin Dihydroetorphine Dihydromorphine Dinalbuphine sebacate Diprenorphine Dynorphin A Dynorphin B (rimorphin) Eluxadoline Enadoline Eptazocine Ethylketazocine Etorphine Fedotozine Fentanyl Gemazocine GR-89696 Hemorphin-4 Herkinorin HS665 Hydromorphone HZ-2 Ibogaine ICI-199,441 ICI-204,448 Ketamine Ketazocine Laudanosine Leumorphin (dynorphin B-29) Levallorphan Levomethorphan Levorphanol Lofentanil LPK-26 Lufuradom Matrine Menthol Metazocine Metkefamide Mianserin Mirtazapine Morphine Moxazocine Nalbuphine Nalfurafine Nalmefene Nalodeine (N-allylnorcodeine) Nalorphine Naltriben Niravoline Norbuprenorphine Norbuprenorphine-3-glucuronide Noribogaine Norketamine Oripavine Oxilorphan Oxycodone Pentazocine Pethidine (meperidine) Phenazocine Proxorphan Racemethorphan Racemorphan RB-64 Salvinorin A (salvia) Salvinorin B ethoxymethyl ether Salvinorin B methoxymethyl ether Samidorphan Spiradoline (U-62,066) Thienorphine Tifluadom Tricyclic antidepressants (e.g., amitriptyline, desipramine, imipramine, nortriptyline) U-50488 U-69,593 Xorphanol Antagonists: 4',7-Dihydroxyflavone 5'-GNTI 6'-GNTI 6β-Naltrexol 6β-Naltrexol-d4 β-Chlornaltrexamine Buprenorphine/samidorphan Amentoflavone Apigenin AT-076 Aticaprant Axelopran Binaltorphimine BU09059 Buprenorphine Catechin Catechin gallate CERC-501 (LY-2456302) Clocinnamox Dezocine EGC ECG Epicatechin Hyperoside JDTic LY-255582 LY-2459989 Methylnaltrexone Naloxone Naltrexone Naltrindole Naringenin Norbinaltorphimine Noribogaine Pawhuskin A PF-4455242 RB-64 Quadazocine Taxifolin Zyklophin Unknown/unsorted: Akuammicine Akuammine Coronaridine Cyproterone acetate Ibogamine Tabernanthine
NOP	Agonists: Buprenorphine Cebranopadol Dihydroetorphine Etorphine Levomethorphan Levorphanol MCOPPB NNC 63-0532 Nociceptin (orphanin FQ) Norbuprenorphine Racemethorphan Racemorphan Ro64-6198 SR-16435 Sunobinop (S-117957) Antagonists: AT-076 BTRX-246040 (LY-2940094) J-113,397 JTC-801 SB-612,111 Thienorphine
Unsorted	β-Casomorphins Amidorphin Cytochrophin-4 Gliadorphin (gluteomorphin) Gluten exorphins Hemorphins Kava constituents NEM Neoendorphins Nepetalactone (catnip) Rubiscolins
Others	Enkephalinase inhibitors: Amastatin Candoxatril D -Phenylalanine Ecadotril (sinorphan) Kelatorphan Racecadotril (acetorphan) RB-101 RB-120 RB-3007 Selank Semax Spinorphin Thiorphan Tynorphin Ubenimex (bestatin) Propeptides: β-Lipotropin (proendorphin) Prodynorphin Proenkephalin Proopiomelanocortin (POMC) Others: Kyotorphin (met-enkephalin releaser/degradation stabilizer)

Clinical data

ATC code	None
Legal status
Legal status	AU: S9 (Prohibited substance) CA: Schedule I DE: Anlage I (Authorized scientific use only) US: Schedule I
Identifiers
IUPAC name (3S,6R)-6-(dimethylamino)-4,4-diphenyl-3-heptanyl acetate
CAS Number	17199-59-6
PubChem CID	62710
DrugBank	DB01522
ChemSpider	56457
UNII	905GLN509G
ChEMBL	ChEMBL2105619
CompTox Dashboard (EPA)	DTXSID30169199
Chemical and physical data
Formula	C₂₃H₃₁NO₂
Molar mass	353.506 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C(O[C@H](C(c1ccccc1)(c2ccccc2)C[C@H](N(C)C)C)CC)C
InChI InChI=1S/C23H31NO2/c1-6-22(26-19(3)25)23(17-18(2)24(4)5,20-13-9-7-10-14-20)21-15-11-8-12-16-21/h7-16,18,22H,6,17H2,1-5H3/t18-,22+/m1/s1 Key:XBMIVRRWGCYBTQ-GCJKJVERSA-N

Betacetylmethadol

See also[]

References[]